1α,25-Dihydroxyvitamin D₃

Papers

Cell differentiation inducers derived from thalidomide. Tomomi Noguchi et al Bioorg. Med. Chem. Lett. 15, 3212-5, (2005)

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Low-calcemic, highly antiproliferative, 1-difluoromethyl hybrid analogs of the natural hormone 1alpha,25-dihydroxyvitamin D3: design, synthesis, and preliminary biological evaluation. Sara Peleg et al J. Med. Chem. 49, 7513-7, (2006)

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Design and evaluation of new antipsoriatic antedrug candidates having 16-en-22-oxa-vitamin D3 structures. Kazuki Shimizu et al Bioorg. Med. Chem. Lett. 16, 3323-9, (2006)

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Low-calcemic, highly antiproliferative, 23-oxa ether analogs of the natural hormone 1 alpha,25-dihydroxyvitamin D3: design, synthesis, and preliminary biological evaluation. Kimberly S Petersen et al J. Med. Chem. 50, 5824-32, (2007)

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Design, synthesis, and biological evaluation of a 1alpha,25-dihydroxy-19-norvitamin D3 analogue with a frozen A-ring conformation. Rafal R Sicinski et al J. Med. Chem. 50, 6154-64, (2007)

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22-Alkyl-20-epi-1alpha,25-dihydroxyvitamin D3 compounds of superagonistic activity: syntheses, biological activities and interaction with the receptor. Keiko Yamamoto et al J. Med. Chem. 50, 932-9, (2007)

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Rotenoids and flavonoids with anti-invasion of HT1080, anti-proliferation of U937, and differentiation-inducing activity in HL-60 from Erycibe expansa. Hisashi Matsuda et al Bioorg. Med. Chem. 15, 1539-46, (2007)

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Hologram QSAR model for the prediction of human oral bioavailability. Tiago L Moda et al Bioorg. Med. Chem. 15, 7738-45, (2007)

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(2S,2'R)-analogue of LG190178 is a major active isomer. Wataru Hakamata et al Bioorg. Med. Chem. Lett. 18, 120-3, (2008)

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2-Methylene 19-nor-25-dehydro-1alpha-hydroxyvitamin D3 26,23-lactones: synthesis, biological activities and molecular basis of passive antagonism. Nobuko Yoshimoto et al Bioorg. Med. Chem. 16, 457-73, (2008)

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2-Substituted-16-ene-22-thia-1alpha,25-dihydroxy-26,27-dimethyl-19-norvitamin D3 analogs: Synthesis, biological evaluation, and crystal structure. Masato Shimizu et al Bioorg. Med. Chem. 16, 6949-64, (2008)

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Synthesis and biological properties of 2-methylene-19-nor-25-dehydro-1alpha-hydroxyvitamin D(3)-26,23-lactones--weak agonists. Grazia Chiellini et al Bioorg. Med. Chem. 16, 8563-73, (2008)

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Development of a phospholipidosis database and predictive quantitative structure-activity relationship (QSAR) models. Naomi L Kruhlak et al Toxic. Mech. Methods 18, 217-27, (2008)

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A new class of vitamin D analogues that induce structural rearrangement of the ligand-binding pocket of the receptor. Yuka Inaba et al J. Med. Chem. 52, 1438-49, (2009)

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Synthesis and anti-inflammatory properties of 1alpha,25-dihydroxy-16-ene-20-cyclopropyl-24-oxo-vitamin D3, a hypocalcemic, stable metabolite of 1alpha,25-dihydroxy-16-ene-20-cyclopropyl-vitamin D3. Gilles Laverny et al J. Med. Chem. 52, 2204-13, (2009)

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New 1alpha,25-dihydroxy-19-norvitamin D(3) compounds constrained in a single A-ring conformation: synthesis of the analogues by ring-closing metathesis route and their biological evaluation. Agnieszka Glebocka et al J. Med. Chem. 52, 3496-504, (2009)

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Calcitriol derivatives with two different side chains at C-20. V. Potent inhibitors of mammary carcinogenesis and inducers of leukemia differentiation. Hubert Maehr et al J. Med. Chem. 52, 5505-19, (2009)

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Synthesis, conformational analysis, and biological evaluation of 19-nor-vitamin D3 analogues with A-ring modifications. Laura Sánchez-Abella et al J. Med. Chem. 52, 6158-62, (2009)

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13-Methyl-substituted des-C,D analogs of (20S)-1alpha,25-dihydroxy-2-methylene-19-norvitamin D3 (2MD): synthesis and biological evaluation. Katarzyna Plonska-Ocypa et al Bioorg. Med. Chem. 17, 1747-63, (2009)

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'Novel alkyl side chain sulfone 1alpha,25-dihydroxyvitamin D3 analogs: a comparison of in vitro antiproliferative activities and in vivo calcemic activities'. Aimee R Usera et al Bioorg. Med. Chem. 17, 5627-31, (2009)

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Removal of the 20-methyl group from 2-methylene-19-nor-(20S)-1alpha,25-dihydroxyvitamin D(3) (2MD) selectively eliminates bone calcium mobilization activity. Rafal Barycki et al Bioorg. Med. Chem. 17, 7658-69, (2009)

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Structure-function relationships and crystal structures of the vitamin D receptor bound 2 alpha-methyl-(20S,23S)- and 2 alpha-methyl-(20S,23R)-epoxymethano-1 alpha,25-dihydroxyvitamin D3. Pierre Antony et al J. Med. Chem. 53, 1159-71, (2010)

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An o-aminoanilide analogue of 1?,25-dihydroxyvitamin D(3) functions as a strong vitamin D receptor antagonist. Marc Lamblin et al J. Med. Chem. 53, 7461-5, (2010)

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Removal of the 26-methyl group from 19-nor-1?,25-dihydroxyvitamin D? markedly reduces in vivo calcemic activity without altering in vitro VDR binding, HL-60 cell differentiation, and transcription. Pawel Grzywacz et al J. Med. Chem. 53, 8642-9, (2010)

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Vitamin D receptor agonist/histone deacetylase inhibitor molecular hybrids. Marc Lamblin et al Bioorg. Med. Chem. 18, 4119-37, (2010)

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Cheminformatics analysis of assertions mined from literature that describe drug-induced liver injury in different species. Denis Fourches et al Chem. Res. Toxicol. 23, 171-83, (2010)

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Synthesis and biological evaluation of 1α,25-dihydroxyvitamin D(3) analogues hydroxymethylated at C-26. Regueira, M. A.; et al. J. Med. Chem. 54, 3950, (2011)

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Synthesis and biological activity of 2-(3'-hydroxypropylidene)-1?-hydroxy-19-norvitamin D analogues with shortened alkyl side chains. Agnieszka Glebocka et al J. Med. Chem. 54, 6832-42, (2011)

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1?,25-Dihydroxyvitamin D3-3?-bromoacetate, a potential cancer therapeutic agent: synthesis and molecular mechanism of action. Rahul Ray et al Bioorg. Med. Chem. Lett. 21, 2537-40, (2011)

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Design, synthesis and X-ray crystallographic study of new nonsecosteroidal vitamin D receptor ligands. Yosuke Demizu et al Bioorg. Med. Chem. Lett. 21, 6104-7, (2011)

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13,13-Dimethyl-des-C,D analogues of (20S)-1?,25-dihydroxy-2-methylene-19-norvitamin D(3) (2MD): Total synthesis, docking to the VDR, and biological evaluation. Katarzyna Plonska-Ocypa et al Bioorg. Med. Chem. 19, 7205-20, (2011)

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Translating Clinical Findings into Knowledge in Drug Safety Evaluation - Drug Induced Liver Injury Prediction System (DILIps). Zhichao Liu et al PLoS Comput. Biol. 7, e1002310, (2011)

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Evaluation of vitamin D3 A-ring analogues as Hedgehog pathway inhibitors. Upasana Banerjee et al Bioorg. Med. Chem. Lett. 22, 1330-4, (2012)

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Novel vitamin D receptor ligands bearing a spherical hydrophobic core structure-Comparison of bicyclic hydrocarbon derivatives with boron cluster derivatives. Angsuma Wongmayura et al Bioorg. Med. Chem. Lett. 22, 1756-60, (2012)

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Ligand-independent regulation of the hairless promoter by vitamin D receptor. Engelhard A Photochem. Photobiol. 84(2), 515-21, (2008)

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The pleiotropic actions of vitamin D. Lin, R., and White, J.H. Bioessays 26, 21-28, (2004)

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Vitamin D: its role and uses in immunology. DeLuca, H.F., and Cantorna, M.T. FASEB J. 15, 2579-2585, (2001)

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Current understanding of the molecular actions of vitamin D. Jones, G., et al. Physiol. Rev. 78, 1193-1231, (1998)

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Merck 14,1644